1-(2,5-dimethyl-3-phenyl-1,2-oxazolidin-4-yl)ethanone | 146256-66-8

• 英文名称: 1-(2,5-dimethyl-3-phenyl-1,2-oxazolidin-4-yl)ethanone
• CAS: 146256-66-8；146256-72-6
• 化学式: C₁₃H₁₇NO₂
• 分子量: 219.283
• InChiKey: HSBYKFNALHBMNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16.0
• 可旋转键数：
  2.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  29.54
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  N-甲基-C-苯基硝酮 、 戊-3-烯-2-酮 在 zinc(II) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 144.0h， 以39%的产率得到1-(2,5-dimethyl-3-phenyl-1,2-oxazolidin-4-yl)ethanone
  参考文献：
  名称：

  Lewis acid-catalyzed nitrone cycloadditions to bidentate and tridentate α,β-unsaturated ketones. High rate acceleration, absolutely endo-selective and regioselective reactions

  摘要：

  Alpha,beta-unsaturated ketone dipolarophiles having bidentate or tridentate ligand structures, such as (E)-1-benzyloxy- and (E)-1-(2-phenylthioethoxy)-3-penten-2-one, are activated by a Lewis acid catalyst in 1,3-dipolar cycloadditions of nitrones. Dichlorodiisopropoxytitanium and chlorotriisopropoxytitanium are especially effective. Lewis acid-mediated enhancement of stereo- and regioselectivity have been attained for the first time in intermolecular nitrone cycloadditions. Formation of dipolarophile/Lewis acid complexes is responsible for the remarkable Lewis acid catalysis.

  DOI：

  10.1016/s0040-4039(00)74770-8